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MedKoo Cat#: 599169 | Name: Lomofungin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Lomofungin is an antibiotic obtained from Streptomyces species; reported effective against bacteria as well as fungi & yeasts; probably inhibits nucleic acid & protein synthesis.

Chemical Structure

Lomofungin
Lomofungin
CAS#26786-84-5

Theoretical Analysis

MedKoo Cat#: 599169

Name: Lomofungin

CAS#: 26786-84-5

Chemical Formula: C15H10N2O6

Exact Mass: 314.0539

Molecular Weight: 314.25

Elemental Analysis: C, 57.33; H, 3.21; N, 8.91; O, 30.55

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Lomofungin; NSC 106995; NSC-106995; NSC106995; U-24,792; U 24,792; U24,792; U 24792; U-24792; U24792;
IUPAC/Chemical Name
methyl 6-formyl-4,7,9-trihydroxyphenazine-1-carboxylate
InChi Key
CRANETCJDDEINO-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H10N2O6/c1-23-15(22)6-2-3-8(19)13-11(6)16-14-10(21)4-9(20)7(5-18)12(14)17-13/h2-5,19-21H,1H3
SMILES Code
O=C(C1=CC=C(O)C2=NC3=C(C=O)C(O)=CC(O)=C3N=C21)OC
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 314.25 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Wang W, Wang H, Hu H, Peng H, Zhang X. Overexpression of afsR and Optimization of Metal Chloride to Improve Lomofungin Production in Streptomyces lomondensis S015. J Microbiol Biotechnol. 2015 May;25(5):672-80. PubMed PMID: 25502821. 2: Zhang C, Sheng C, Wang W, Hu H, Peng H, Zhang X. Identification of the Lomofungin Biosynthesis Gene Cluster and Associated Flavin-Dependent Monooxygenase Gene in Streptomyces lomondensis S015. PLoS One. 2015 Aug 25;10(8):e0136228. doi: 10.1371/journal.pone.0136228. eCollection 2015. PubMed PMID: 26305803; PubMed Central PMCID: PMC4549113. 3: Hoskins JW, Ofori LO, Chen CZ, Kumar A, Sobczak K, Nakamori M, Southall N, Patnaik S, Marugan JJ, Zheng W, Austin CP, Disney MD, Miller BL, Thornton CA. Lomofungin and dilomofungin: inhibitors of MBNL1-CUG RNA binding with distinct cellular effects. Nucleic Acids Res. 2014 Jun;42(10):6591-602. doi: 10.1093/nar/gku275. Epub 2014 May 5. PubMed PMID: 24799433; PubMed Central PMCID: PMC4041448. 4: Ruet A, Bouhet JC, Buhler JM, Sentenac A. On the mode of action of lomofungin, an inhibitor of RNA synthesis in yeast. Biochemistry. 1975 Oct 21;14(21):4651-8. PubMed PMID: 1101954. 5: Pery E, Sheehy A, Miranda Nebane N, Misra V, Mankowski MK, Rasmussen L, Lucile White E, Ptak RG, Gabuzda D. Redoxal, an inhibitor of de novo pyrimidine biosynthesis, augments APOBEC3G antiviral activity against human immunodeficiency virus type 1. Virology. 2015 Oct;484:276-87. doi: 10.1016/j.virol.2015.06.014. Epub 2015 Jul 1. PubMed PMID: 26141568; PubMed Central PMCID: PMC4567410. 6: Hu X, Legler PM, Southall N, Maloney DJ, Simeonov A, Jadhav A. Structural insight into exosite binding and discovery of novel exosite inhibitors of botulinum neurotoxin serotype A through in silico screening. J Comput Aided Mol Des. 2014 Jul;28(7):765-78. doi: 10.1007/s10822-014-9758-7. Epub 2014 Jun 24. PubMed PMID: 24958623; PubMed Central PMCID: PMC4138512. 7: Fraser RS, Creanor J. The mechanism of inhibition of ribonucleic acid synthesis by 8-hydroxyquinoline and the antibiotic lomofungin. Biochem J. 1975 Jun;147(3):401-10. PubMed PMID: 810137; PubMed Central PMCID: PMC1165465. 8: Bergy ME. Lomofungin, a new broad spectrum antibiotic. Isolation and characterization. J Antibiot (Tokyo). 1969 Mar;22(3):126-8. PubMed PMID: 5789900. 9: Klo SC, Cano FR, Lampen JO. Lomofungin, an inhibitor of ribonucleic acid synthesis in yeast protoplasts: its effect on enzyme formation. Antimicrob Agents Chemother. 1973 Jun;3(6):716-22. PubMed PMID: 4790623; PubMed Central PMCID: PMC444487. 10: Eubanks LM, Silhár P, Salzameda NT, Zakhari JS, Xiaochuan F, Barbieri JT, Shoemaker CB, Hixon MS, Janda KD. Identification of a Natural Product Antagonist against the Botulinum Neurotoxin Light Chain Protease. ACS Med Chem Lett. 2010;1(6):268-272. PubMed PMID: 20959871; PubMed Central PMCID: PMC2955888. 11: Cano FR, Kuo SC, Lampen JO. Lomofungin, an inhibitor of deoxyribonucleic acid-dependent ribonucleic acid polymerases. Antimicrob Agents Chemother. 1973 Jun;3(6):723-8. PubMed PMID: 4790624; PubMed Central PMCID: PMC444488. 12: Johnson LE, Dietz A. Lomofungin, a new antibiotic produced by Streptomyces lomondensis sp. n. Appl Microbiol. 1969 May;17(5):755-9. PubMed PMID: 5785961; PubMed Central PMCID: PMC377795. 13: Kopecká M. The use of the antibiotic lomofungin for demonstration of nuclei and chromosomes in liver yeast cells and protoplasts. Folia Microbiol (Praha). 1976;21(5):406-8. PubMed PMID: 61924. 14: Gottlieb D, Nicolas G. Mode of action of lomofungin. Appl Microbiol. 1969 Jul;18(1):35-40. PubMed PMID: 5803629; PubMed Central PMCID: PMC377880. 15: Tipton CD, Rinehart KL Jr. Lomofungin. I. Degradative studies of a new phenazine antibiotic. J Am Chem Soc. 1970 Mar 11;92(5):1425-6. PubMed PMID: 5414752. 16: Cannon M, Davies JE, Jimenez A. Inhibition by lomofungin of nucleic acid and protein synthesis in Saccharomyces cerevisiae. FEBS Lett. 1973 Jun 1;32(2):277-80. PubMed PMID: 4582157. 17: Fraser RS, Creanor J, Mitchison JM. Rapid and selective inhibition of the synthesis of high molecular weight RNA in yeast by lomofungin. Nature. 1973 Jul 27;244(5413):222-4. PubMed PMID: 4583093. 18: Lawther RP, Phillips SL, Cooper TG. Lomofungin inhibition of allophanate hydrolase synthesis in Saccharomyces cerevisiae. Mol Gen Genet. 1975;137(2):89-99. PubMed PMID: 1102915. 19: Pavletich K, Kuo SC, Lampen JO. Chelation of divalent cations by lomofungin: role in inhibition of nucleic acid synthesis. Biochem Biophys Res Commun. 1974 Oct 8;60(3):942-50. PubMed PMID: 4215422. 20: Surdin-Kerjan Y, de Robichon-Szulmajster H. Existence of two levels of repression in the biosynthesis of methionine in Saccharomyces cerevisiae: effect of lomofungin on enzyme synthesis. J Bacteriol. 1975 May;122(2):367-74. PubMed PMID: 1092647; PubMed Central PMCID: PMC246066.

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